Sodium Hydroxide → 4-(methylsulfonyl)Butanoic acid

HRID 2211980Notes

Reaction equation

HRID 2211980 reaction equation
[CH3:1][S:2]([CH2:5][CH2:6][CH2:7][C:8]([O:10]CC)=[O:9])(=[O:4])=[O:3].[OH-].[Na+]>C(O)C>[CH3:1][S:2]([CH2:5][CH2:6][CH2:7][C:8]([OH:10])=[O:9])(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 220649ethyl 4-(methylsulfonyl)butanoate

Product 1

HCID 178669824-(methylsulfonyl)Butanoic acidYield 98.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of Intermediate 36 (0.130 g) in ethanol (2 ml), was added 2N aqueous sodium hydroxide (0.75 ml). The mixture was stirred at room temperature under nitrogen overnight. The solution was evaporated in vacuo to remove the ethanol, and applied to a solid phase extraction cartridge (Isolute SCX sulphonic acid column, 2 g). The cartridge was eluted with methanol (15 ml) and the solvent concentrated in vacuo to give the title compound as a clear oil (0.110 g).

Workup

  1. customThe solution was evaporated in vacuo
  2. customto remove the ethanol
  3. extractionapplied to a solid phase extraction cartridge (Isolute SCX sulphonic acid column, 2 g)
  4. washThe cartridge was eluted with methanol (15 ml)
  5. concentrationthe solvent concentrated in vacuo

Sources & evidence

ORD record
ord-c677ccdaf0a54d8e82908c492c73018e
Source dataset
uspto-grants-2006_09
Patent number
US07101882B2

Reaction notes

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